t-butoxycarbonyl-D-methionylglycyl-N-(6-methoxy-6-oxohexyl)-L-phenylalaninamide → D-methionylglycyl-N-(6-methoxy-6-oxohexyl)-L-phenylalaninamide monohydrochloride hemihydrate

HRID 746229

Reaction equation

HRID 746229 reaction equation
C([O:5]C([NH:8][C@@H:9]([C:14]([NH:16][CH2:17][C:18]([NH:20][C@H:21]([C:29]([NH:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37]([O:39][CH3:40])=[O:38])=[O:30])[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:19])=[O:15])[CH2:10][CH2:11][S:12][CH3:13])=O)(C)(C)C.[ClH:41].O1CCOCC1>O1CCOCC1>[OH2:5].[ClH:41].[NH2:8][C@@H:9]([C:14]([NH:16][CH2:17][C:18]([NH:20][C@H:21]([C:29]([NH:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37]([O:39][CH3:40])=[O:38])=[O:30])[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:19])=[O:15])[CH2:10][CH2:11][S:12][CH3:13].[NH2:8][C@@H:9]([C:14]([NH:16][CH2:17][C:18]([NH:20][C@H:21]([C:29]([NH:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][C:37](=[O:38])[O:39][CH3:40])=[O:30])[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[O:19])=[O:15])[CH2:10][CH2:11][S:12][CH3:13].[ClH:41]

Participants

4

Reactant 2

HCID 13385843t-butoxycarbonyl-D-methionylglycyl-N-(6-methoxy-6-oxohexyl)-L-phenylalaninamideHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 131714086D-methionylglycyl-N-(6-methoxy-6-oxohexyl)-L-phenylalaninamide monohydrochloride hemihydrate

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The title compound of Example 10 (12.0 g) was dissolved in 50 ml of dioxane to which was added 50 ml of 6 M hydrogen chloride/dioxane. After about one hour, the volatiles were removed in vacuo and the residue triturated thoroughly with diethyl ether. The title compound (10.9 g) was collected as an analytically pure hydrochloride hemihydrate.

Workup

  1. customthe volatiles were removed in vacuo
  2. customthe residue triturated thoroughly with diethyl ether
  3. customThe title compound (10.9 g) was collected as an analytically pure hydrochloride hemihydrate

Sources & evidence

ORD record
ord-381008512a974493b573f94940d1c51a
Source dataset
uspto-grants-1986_07
Patent number
US04603121

Linked notes

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